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8 Aug - 9 Aug
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Top Trending Hotels Near Cutthroat Harbor Estates, Summerland Key

Hyatt Vacation Club at Windward Pointe, Key West
Relax by the resort pool, surrounded by palm trees and offering a clear view of the ocean.

Hyatt Vacation Club at Windward Pointe, Key West

3.5 star property
9.6 out of 10, Exceptional, (1002)
"We enjoyed our stay very much and will be staying here again in the near future. Everything about it was very nice with beautiful views of the property. "
The price is 5.770.572 ₫
7.229.237 ₫ total
includes taxes & fees
26 Aug - 27 Aug
Hyatt Vacation Club at Windward Pointe, Key West
The Perry Hotel & Marina Key West
Relax by the serene pool surrounded by palm trees and lounge chairs, with a marina in the background offering access to water activities.

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1058)
"Great view, restaurants on site, clean rooms. "
The price is 3.543.862 ₫
5.501.112 ₫ total
includes taxes & fees
24 Aug - 25 Aug
The Perry Hotel & Marina Key West
Hyatt Vacation Club at Beach House, Key West
Relax by the resort pool surrounded by lush greenery and lounge chairs.

Hyatt Vacation Club at Beach House, Key West

3.5 star property
9.4 out of 10, Exceptional, (1001)
"The swimming area is great for families. "
The price is 5.013.455 ₫
6.377.733 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Hyatt Vacation Club at Beach House, Key West
Oceans Edge Key West Resort, Hotel & Marina
Enjoy dining with a view of the marina from our outdoor dining area.

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
9.0 out of 10, Wonderful, (1711)
"Amazing place to stay! "
The price is 4.397.405 ₫
6.471.570 ₫ total
includes taxes & fees
18 Aug - 19 Aug
Oceans Edge Key West Resort, Hotel & Marina
The Laureate Key West
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas

The Laureate Key West

3.5 star property
9.0 out of 10, Wonderful, (1001)
"Great property "
The price is 4.691.948 ₫
6.015.917 ₫ total
includes taxes & fees
10 Aug - 11 Aug
The Laureate Key West
Parmer's Resort
Relax in a serene outdoor space surrounded by a tranquil body of water and a distant shoreline.

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Very nice place."
The price is 3.044.258 ₫
4.280.381 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Parmer's Resort
Hampton Inn Key West FL
Relax by the pool surrounded by tall palm trees and enjoy a refreshing swim.

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1200)
"Was an amazing stay"
The price is 3.765.354 ₫
5.120.679 ₫ total
includes taxes & fees
26 Aug - 27 Aug
Hampton Inn Key West FL
Havana Cabana at Key West
Relax by the pool surrounded by palm trees and thatched umbrellas, with lounge chairs and a fun flamingo float.

Havana Cabana at Key West

4.0 star property
8.8 out of 10, Excellent, (1761)
"Great place! "
The price is 3.459.198 ₫
5.609.532 ₫ total
includes taxes & fees
25 Aug - 26 Aug
Havana Cabana at Key West
Aqua Lodges at Hurricane Hole Marina
Relax by the marina with a casual meal or snack at this tranquil waterfront spot.

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (160)
"The stay was beautiful "
The price is 1.533.402 ₫
6.118.863 ₫ total
includes taxes & fees
10 Aug - 11 Aug
Aqua Lodges at Hurricane Hole Marina
Grand Marina Suite by Brightwild Waterfront
Relax by the pool surrounded by palm trees and lounge chairs.

Grand Marina Suite by Brightwild Waterfront

2.0 star property
10.0 out of 10, Exceptional, (3)
"Nice place "
The price is 11.047.484 ₫
18.797.936 ₫ total
includes taxes & fees
20 Aug - 21 Aug
Grand Marina Suite by Brightwild Waterfront
Beachside Resort & Residences
Relax by the pool surrounded by palm trees and take in the view of the ocean.

Beachside Resort & Residences

3.5 star property
8.6 out of 10, Excellent, (1442)
"Was a wonderful place to stay "
The price is 3.515.029 ₫
5.281.718 ₫ total
includes taxes & fees
12 Aug - 13 Aug
Beachside Resort & Residences
Resort View 1BR Suite
Relax on the beach with sun loungers aligned along the shoreline, surrounded by palm trees and a tranquil atmosphere.

Resort View 1BR Suite

2.0 star property
10.0 out of 10, Exceptional, (2)
"Cleanliness "
The price is 6.106.813 ₫
9.099.494 ₫ total
includes taxes & fees
20 Aug - 21 Aug
Resort View 1BR Suite
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
Dine al fresco amidst lush greenery and a serene garden setting.

Fairfield Inn & Suites by Marriott Key West at the Keys Collection

3.5 star property
8.4 out of 10, Very good, (1001)
"Would stay again for sure"
The price is 2.699.836 ₫
3.773.087 ₫ total
includes taxes & fees
25 Aug - 26 Aug
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
The Grenada Suite Pool View Private Balcony
Relax by the pool surrounded by lush palm trees and a tranquil atmosphere.

The Grenada Suite Pool View Private Balcony

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is 6.566.980 ₫
14.553.559 ₫ total
includes taxes & fees
7 Sept - 8 Sept
The Grenada Suite Pool View Private Balcony
The Trinidad by Brightwild Pool View Parking
Relax by the pool surrounded by lush palm trees and a tranquil atmosphere.

The Trinidad by Brightwild Pool View Parking

2.0 star property
10.0 out of 10, Exceptional, (1)
"Our family spent one night at Key West and we fully enjoyed our stay here. Room is very clean, stylish and spacious. Beds are comfortable."
The price is 6.352.158 ₫
14.311.884 ₫ total
includes taxes & fees
11 Aug - 12 Aug
The Trinidad by Brightwild Pool View Parking
Island View 1BR Residence With Balcony
Relax on the beach with sun loungers and scenic views of the calm sea and distant island.

Island View 1BR Residence With Balcony

2.0 star property
10.0 out of 10, Exceptional, (1)
"The room was excellent, no complaints at all."
The price is 5.799.958 ₫
8.754.283 ₫ total
includes taxes & fees
18 Aug - 19 Aug
Island View 1BR Residence With Balcony
Atlantic View Luxury Villa with Pool
Relax by the serene pool surrounded by lush greenery and a white picket fence.

Atlantic View Luxury Villa with Pool

3.5 star property
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
The price is 15.605.314 ₫
26.730.178 ₫ total
includes taxes & fees
16 Aug - 17 Aug
Atlantic View Luxury Villa with Pool
Ocean Front 1BR Suite With Direct Beach Access
Relax on the beach with a serene view of the ocean and palm trees.

Ocean Front 1BR Suite With Direct Beach Access

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is 7.641.089 ₫
10.825.556 ₫ total
includes taxes & fees
18 Aug - 19 Aug
Ocean Front 1BR Suite With Direct Beach Access
Two Bedroom Residence With Balcony
Relax on the beach with sun loungers and enjoy the tranquil atmosphere by the pier.

Two Bedroom Residence With Balcony

2.0 star property
10.0 out of 10, Exceptional, (1)
"The roosters crowing early morning was irritating "
The price is 8.254.800 ₫
14.700.738 ₫ total
includes taxes & fees
10 Aug - 11 Aug
Two Bedroom Residence With Balcony
Sugar Loaf Lodge
Enjoy meals and drinks in a relaxed setting by the calm water.

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very good, (1001)
"Good to stay for a night ! "
The price is 2.594.988 ₫
2.919.493 ₫ total
includes taxes & fees
10 Aug - 11 Aug
Sugar Loaf Lodge
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Where to stay in Cutthroat Harbor Estates

Find the best Cutthroat Harbor Estates areas for the activities you enjoy most.
Sugarloaf Shores map

Sugarloaf Shores

Though Sugarloaf Shores may not have many top sights, you can venture to the surrounding area to see attractions like Florida Keys Beaches and Sugarloaf Beach.

Cudjoe Gardens map

Cudjoe Gardens

While Cudjoe Gardens may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Upper Sugarloaf Key and Venture Out Keys.

Breezeswept Beach Estates map

Breezeswept Beach Estates

While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Cook Island and Big Pine Key Flea Market.

Top Cutthroat Harbor Estates Hotel Reviews

Frequently asked questions

What's it like in Cutthroat Harbor Estates?

Travellers to Summerland Key's Cutthroat Harbor Estates neighbourhood will be sure to enjoy a stay here.

How many hotels are there in Cutthroat Harbor Estates?

Expedia has 76 hotels and other accommodation options in Cutthroat Harbor Estates to choose from, making this an ideal home base for exploring the greater Summerland Key area.

If I need to cancel my hotel reservation in Cutthroat Harbor Estates, will I receive a refund?

Yes! Most hotel bookings are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it and receive a refund within 24 hours of booking. Add dates, click "Search", then use the filter option "fully refundable" to get the best options available in Cutthroat Harbor Estates.

What are the top things to see and do in Cutthroat Harbor Estates?

A few places to visit in the area around Cutthroat Harbor Estates include Venture Key, Out Key and Venture Out Keys. Crab Key and Pye Key are also worth a visit when you're out sightseeing in Summerland Key.